Jackie ends up with Cole in season 2 of "My Life With the Walter Boys." Throughout the season, she struggles with her feelings for both Cole and Alex. By the finale, Jackie admits to Cole that she loves him after he confesses his love for her first. Although she also has a secret relationship with Alex, the season ends with Jackie and Cole's romantic feelings mutually revealed, while Alex overhears their conversation. This sets up a complex love triangle and leaves room for more development in the next season, but for now, she ends the season with Cole.